data_AM9
# 
_chem_comp.id                                    AM9 
_chem_comp.name                                  "6-(2,6-dimethylphenyl)-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimido[5',4':5,6]pyrimido[1,2-a]benzimidazol-5(6H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H30 N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-21 
_chem_comp.pdbx_modified_date                    2008-12-26 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        530.623 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AM9 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3BYO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
AM9 C1   C1   C 0 1 Y N N 25.759 35.800 82.930 0.717  -0.966 0.256  C1   AM9 1  
AM9 N1   N1   N 0 1 Y N N 25.574 36.546 84.069 -0.498 -1.482 0.116  N1   AM9 2  
AM9 C2   C2   C 0 1 Y N N 24.371 36.768 84.633 -1.560 -0.693 0.092  C2   AM9 3  
AM9 C3   C3   C 0 1 Y N N 23.214 36.141 83.938 -1.375 0.699  0.217  C3   AM9 4  
AM9 C4   C4   C 0 1 Y N N 23.389 35.328 82.727 -0.081 1.197  0.363  C4   AM9 5  
AM9 N2   N2   N 0 1 Y N N 24.682 35.202 82.277 0.926  0.339  0.377  N2   AM9 6  
AM9 N3   N3   N 0 1 N N N 27.045 35.726 82.415 1.802  -1.819 0.284  N3   AM9 7  
AM9 C5   C5   C 0 1 Y N N 28.233 36.421 82.761 3.102  -1.297 0.314  C5   AM9 8  
AM9 C6   C6   C 0 1 Y N N 28.153 37.686 83.517 4.103  -1.965 1.007  C6   AM9 9  
AM9 C7   C7   C 0 1 Y N N 29.312 38.347 83.982 5.384  -1.450 1.037  C7   AM9 10 
AM9 C8   C8   C 0 1 Y N N 30.536 37.684 83.649 5.671  -0.265 0.373  C8   AM9 11 
AM9 C9   C9   C 0 1 Y N N 30.672 36.421 82.868 4.671  0.403  -0.321 C9   AM9 12 
AM9 C10  C10  C 0 1 Y N N 29.478 35.777 82.410 3.391  -0.115 -0.355 C10  AM9 13 
AM9 N4   N4   N 0 1 Y N N 24.250 37.621 85.821 -2.840 -1.194 -0.053 N4   AM9 14 
AM9 C11  C11  C 0 1 Y N N 23.045 37.913 86.429 -3.922 -0.357 -0.076 C11  AM9 15 
AM9 N5   N5   N 0 1 N N N 21.892 37.337 85.833 -3.772 1.013  0.045  N5   AM9 16 
AM9 C12  C12  C 0 1 N N N 22.007 36.496 84.618 -2.553 1.574  0.190  C12  AM9 17 
AM9 C13  C13  C 0 1 Y N N 25.187 38.354 86.628 -3.312 -2.491 -0.195 C13  AM9 18 
AM9 C14  C14  C 0 1 Y N N 24.508 39.096 87.704 -4.708 -2.388 -0.302 C14  AM9 19 
AM9 N6   N6   N 0 1 Y N N 23.176 38.793 87.550 -5.019 -1.069 -0.223 N6   AM9 20 
AM9 C15  C15  C 0 1 Y N N 26.657 38.522 86.577 -2.703 -3.735 -0.244 C15  AM9 21 
AM9 C16  C16  C 0 1 Y N N 27.424 39.358 87.515 -3.472 -4.870 -0.398 C16  AM9 22 
AM9 C17  C17  C 0 1 Y N N 26.681 40.060 88.542 -4.852 -4.775 -0.504 C17  AM9 23 
AM9 C18  C18  C 0 1 Y N N 25.244 39.951 88.659 -5.473 -3.547 -0.457 C18  AM9 24 
AM9 O1   O1   O 0 1 N N N 21.024 36.087 84.012 -2.434 2.780  0.295  O1   AM9 25 
AM9 C19  C19  C 0 1 Y N N 20.676 37.486 86.446 -4.906 1.834  0.017  C19  AM9 26 
AM9 C20  C20  C 0 1 Y N N 20.154 36.434 87.317 -5.568 2.147  1.197  C20  AM9 27 
AM9 C21  C21  C 0 1 Y N N 18.855 36.605 87.953 -6.687 2.956  1.166  C21  AM9 28 
AM9 C22  C22  C 0 1 Y N N 18.055 37.775 87.767 -7.148 3.455  -0.039 C22  AM9 29 
AM9 C23  C23  C 0 1 Y N N 18.608 38.762 86.916 -6.491 3.144  -1.216 C23  AM9 30 
AM9 C24  C24  C 0 1 Y N N 19.884 38.671 86.241 -5.368 2.341  -1.191 C24  AM9 31 
AM9 C25  C25  C 0 1 N N N 20.318 39.788 85.316 -4.649 2.009  -2.473 C25  AM9 32 
AM9 C26  C26  C 0 1 N N N 20.981 35.179 87.517 -5.067 1.604  2.510  C26  AM9 33 
AM9 N7   N7   N 0 1 N N N 31.578 38.364 84.228 6.969  0.257  0.404  N7   AM9 34 
AM9 C27  C27  C 0 1 N N N 32.642 38.740 83.331 7.943  -0.724 -0.094 C27  AM9 35 
AM9 C28  C28  C 0 1 N N N 33.995 38.460 83.971 9.355  -0.146 0.030  C28  AM9 36 
AM9 N8   N8   N 0 1 N N N 33.945 39.015 85.334 9.437  1.107  -0.733 N8   AM9 37 
AM9 C29  C29  C 0 1 N N N 33.020 38.275 86.206 8.463  2.088  -0.235 C29  AM9 38 
AM9 C30  C30  C 0 1 N N N 31.662 38.748 85.695 7.051  1.510  -0.359 C30  AM9 39 
AM9 C31  C31  C 0 1 N N N 35.238 38.638 85.884 10.800 1.655  -0.701 C31  AM9 40 
AM9 H4   H4   H 0 1 N N N 22.556 34.860 82.223 0.095  2.258  0.461  H4   AM9 41 
AM9 HN3  HN3  H 0 1 N N N 27.154 35.068 81.670 1.665  -2.779 0.282  HN3  AM9 42 
AM9 H6   H6   H 0 1 N N N 27.184 38.117 83.720 3.879  -2.886 1.524  H6   AM9 43 
AM9 H7   H7   H 0 1 N N N 29.277 39.271 84.540 6.161  -1.969 1.577  H7   AM9 44 
AM9 H9   H9   H 0 1 N N N 31.645 36.003 82.654 4.894  1.325  -0.837 H9   AM9 45 
AM9 H10  H10  H 0 1 N N N 29.506 34.863 81.836 2.614  0.402  -0.898 H10  AM9 46 
AM9 H15  H15  H 0 1 N N N 27.200 37.999 85.804 -1.629 -3.816 -0.162 H15  AM9 47 
AM9 H16  H16  H 0 1 N N N 28.498 39.445 87.441 -2.997 -5.839 -0.437 H16  AM9 48 
AM9 H17  H17  H 0 1 N N N 27.217 40.684 89.242 -5.443 -5.670 -0.624 H17  AM9 49 
AM9 H18  H18  H 0 1 N N N 24.716 40.487 89.434 -6.548 -3.480 -0.541 H18  AM9 50 
AM9 H21  H21  H 0 1 N N N 18.481 35.817 88.590 -7.202 3.200  2.083  H21  AM9 51 
AM9 H22  H22  H 0 1 N N N 17.094 37.898 88.244 -8.023 4.088  -0.061 H22  AM9 52 
AM9 H23  H23  H 0 1 N N N 18.028 39.659 86.757 -6.854 3.535  -2.155 H23  AM9 53 
AM9 H25  H25  H 0 1 N N N 20.423 40.720 85.890 -5.072 1.100  -2.901 H25  AM9 54 
AM9 H25A H25A H 0 0 N N N 21.284 39.529 84.857 -4.766 2.832  -3.178 H25A AM9 55 
AM9 H25B H25B H 0 0 N N N 19.562 39.926 84.529 -3.590 1.855  -2.266 H25B AM9 56 
AM9 H26  H26  H 0 1 N N N 21.181 34.712 86.541 -4.349 2.301  2.941  H26  AM9 57 
AM9 H26A H26A H 0 0 N N N 21.934 35.441 88.000 -5.905 1.476  3.194  H26A AM9 58 
AM9 H26B H26B H 0 0 N N N 20.428 34.473 88.154 -4.583 0.641  2.344  H26B AM9 59 
AM9 H27  H27  H 0 1 N N N 32.554 38.159 82.401 7.872  -1.639 0.495  H27  AM9 60 
AM9 H27A H27A H 0 0 N N N 32.564 39.815 83.113 7.732  -0.947 -1.140 H27A AM9 61 
AM9 H28  H28  H 0 1 N N N 34.185 37.377 84.005 9.576  0.052  1.079  H28  AM9 62 
AM9 H28A H28A H 0 0 N N N 34.808 38.919 83.389 10.077 -0.861 -0.366 H28A AM9 63 
AM9 H29  H29  H 0 1 N N N 33.142 37.186 86.110 8.674  2.312  0.811  H29  AM9 64 
AM9 H29A H29A H 0 0 N N N 33.178 38.462 87.278 8.535  3.003  -0.824 H29A AM9 65 
AM9 H30  H30  H 0 1 N N N 31.571 39.838 85.809 6.830  1.312  -1.408 H30  AM9 66 
AM9 H30A H30A H 0 0 N N N 30.846 38.283 86.268 6.330  2.225  0.036  H30A AM9 67 
AM9 H31  H31  H 0 1 N N N 35.970 38.543 85.069 11.491 0.934  -1.137 H31  AM9 68 
AM9 H31A H31A H 0 0 N N N 35.575 39.411 86.591 10.832 2.582  -1.273 H31A AM9 69 
AM9 H31B H31B H 0 0 N N N 35.146 37.675 86.408 11.087 1.855  0.331  H31B AM9 70 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
AM9 N2  C1   DOUB Y N 1  
AM9 N3  C1   SING Y N 2  
AM9 C1  N1   SING N N 3  
AM9 N1  C2   DOUB Y N 4  
AM9 C3  C2   SING N N 5  
AM9 C2  N4   SING Y N 6  
AM9 C4  C3   DOUB N N 7  
AM9 C3  C12  SING Y N 8  
AM9 N2  C4   SING Y N 9  
AM9 C4  H4   SING N N 10 
AM9 N3  C5   SING N N 11 
AM9 N3  HN3  SING N N 12 
AM9 C10 C5   DOUB Y N 13 
AM9 C5  C6   SING Y N 14 
AM9 C6  C7   DOUB N N 15 
AM9 C6  H6   SING N N 16 
AM9 C8  C7   SING Y N 17 
AM9 C7  H7   SING N N 18 
AM9 C9  C8   DOUB Y N 19 
AM9 C8  N7   SING N N 20 
AM9 C10 C9   SING Y N 21 
AM9 C9  H9   SING Y N 22 
AM9 C10 H10  SING N N 23 
AM9 N4  C11  SING Y N 24 
AM9 N4  C13  SING Y N 25 
AM9 N5  C11  SING Y N 26 
AM9 C11 N6   DOUB N N 27 
AM9 C12 N5   SING N N 28 
AM9 N5  C19  SING N N 29 
AM9 O1  C12  DOUB Y N 30 
AM9 C15 C13  SING Y N 31 
AM9 C13 C14  DOUB Y N 32 
AM9 N6  C14  SING Y N 33 
AM9 C14 C18  SING Y N 34 
AM9 C15 C16  DOUB N N 35 
AM9 C15 H15  SING Y N 36 
AM9 C16 C17  SING N N 37 
AM9 C16 H16  SING Y N 38 
AM9 C17 C18  DOUB N N 39 
AM9 C17 H17  SING N N 40 
AM9 C18 H18  SING N N 41 
AM9 C24 C19  DOUB Y N 42 
AM9 C19 C20  SING N N 43 
AM9 C20 C26  SING Y N 44 
AM9 C20 C21  DOUB N N 45 
AM9 C22 C21  SING Y N 46 
AM9 C21 H21  SING N N 47 
AM9 C23 C22  DOUB Y N 48 
AM9 C22 H22  SING N N 49 
AM9 C24 C23  SING Y N 50 
AM9 C23 H23  SING Y N 51 
AM9 C25 C24  SING N N 52 
AM9 C25 H25  SING N N 53 
AM9 C25 H25A SING N N 54 
AM9 C25 H25B SING N N 55 
AM9 C26 H26  SING N N 56 
AM9 C26 H26A SING N N 57 
AM9 C26 H26B SING N N 58 
AM9 C27 N7   SING N N 59 
AM9 N7  C30  SING N N 60 
AM9 C27 C28  SING N N 61 
AM9 C27 H27  SING N N 62 
AM9 C27 H27A SING N N 63 
AM9 C28 N8   SING N N 64 
AM9 C28 H28  SING N N 65 
AM9 C28 H28A SING N N 66 
AM9 N8  C31  SING N N 67 
AM9 N8  C29  SING N N 68 
AM9 C30 C29  SING N N 69 
AM9 C29 H29  SING N N 70 
AM9 C29 H29A SING N N 71 
AM9 C30 H30  SING N N 72 
AM9 C30 H30A SING N N 73 
AM9 C31 H31  SING N N 74 
AM9 C31 H31A SING N N 75 
AM9 C31 H31B SING N N 76 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
AM9 SMILES           ACDLabs              10.04 O=C3N(c1c(cccc1C)C)c6nc7ccccc7n6c2nc(ncc23)Nc4ccc(cc4)N5CCN(C)CC5                                                                                                                                  
AM9 InChI            InChI                1.02b InChI=1/C31H30N8O/c1-20-7-6-8-21(2)27(20)39-29(40)24-19-32-30(35-28(24)38-26-10-5-4-9-25(26)34-31(38)39)33-22-11-13-23(14-12-22)37-17-15-36(3)16-18-37/h4-14,19H,15-18H2,1-3H3,(H,32,33,35)/f/h33H 
AM9 InChIKey         InChI                1.02b BHJJWVDKNXABFS-NSJMMFDCCX                                                                                                                                                                          
AM9 SMILES_CANONICAL CACTVS               3.341 CN1CCN(CC1)c2ccc(Nc3ncc4C(=O)N(c5nc6ccccc6n5c4n3)c7c(C)cccc7C)cc2                                                                                                                                  
AM9 SMILES           CACTVS               3.341 CN1CCN(CC1)c2ccc(Nc3ncc4C(=O)N(c5nc6ccccc6n5c4n3)c7c(C)cccc7C)cc2                                                                                                                                  
AM9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1N2c3nc4ccccc4n3-c5c(cnc(n5)Nc6ccc(cc6)N7CCN(CC7)C)C2=O)C                                                                                                                                 
AM9 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1N2c3nc4ccccc4n3-c5c(cnc(n5)Nc6ccc(cc6)N7CCN(CC7)C)C2=O)C                                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           AM9 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "6-(2,6-dimethylphenyl)-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimido[5',4':5,6]pyrimido[1,2-a]benzimidazol-5(6H)-one" 
# 
